PARAGON SAILING

PARAGON SAILING

Performance Sunset Sail

Paragon Sailing – Maalaea Sunset Sail

by Sail Maui

$85.95 BOOK NOW

Best Price Guarantee

Experience a Thrilling Sunset Sail in Maui with Paragon

Set sail on a memorable Maui sunset cruise with Paragon Sailing of Sail Maui. Our award-winning Maalaea sunset sail combines exhilarating performance sailing, stunning ocean views, and an intimate atmosphere perfect for couples and adventure-seekers alike.

Award-Winning Maui Sunset Sail Experience

Paragon Sailing has been recognized for our exceptional sunset cruise in Maui, earning a Certificate of Excellence from Trip Advisor in 2016. As a testament to our commitment to quality and customer satisfaction, few companies can boast such an honor.

The Ultimate Maui Water Activities Adventure

Unlike other sunset sails in Maui, Paragon’s Maui sunset sail is more of a performance sailing adventure than just a romantic interlude. Known primarily for our Lanai snorkel tour, Paragon also offers an unforgettable sunset sail experience.

Maui Whale Watching Season Bonus

From December 15th through March 31st, our sunset sails include a whale watching tour in Maui. Witness the majestic Humpback whales that frequent the warm waters off Maui during this special season.

Designed for High-Performance Sailing

Designed by John Conser specifically for sailing in Hawaii, the Paragon yacht holds a speed record of 30.1 knots at full sail. At 47 feet in length and a 24-foot beam, our catamaran offers a unique and thrilling Maalaea sunset sail experience.

Indulge in Delicious Hawaiian Cuisine

Savor a selection of mouthwatering dishes catered by the Pioneer Inn while you sail in Maui waters:

  • Hawaiian Rolls with sweet butter and guava cream cheese
  • Aloha Rainbow Salad featuring rainbow slaw, mango, papaya, local herbs, and fresh lime vinaigrette
  • House-made Huli Huli Chicken & Vegetable with sesame seeds, cilantro, and kula vegetable
  • Molokai Potato Mac Salad with traditional mac salad, Molokai potatoes, mayonnaise, and scallion
  • Ube Banana Loaf made with house-made banana bread and sweet purple yam

Refreshing Beverages Onboard

Stay refreshed with water, coke, diet Coke, sprite, ginger ale, and soda. Our bar offers Beach House Brew Co. Cerveza & Hazy Lime Pale Ale, white wine, sparkling wine, and mai tais.

Perfect for Honeymooners and Couples

Our Paragon Maui sunset sail provides a romantic experience without the crowds, making it an ideal choice for honeymooners and couples seeking quality time together.

Charter Boat Important Restrictions

Please note that our Maalaea sunset sail is not handicap accessible and is not recommended for children.

Book Your Paragon Maui Sunset Sail Today

Experience the magic of a Maui sunset cruise with Paragon Sailing. From our impressive sailing performance to our delicious menu and breathtaking Lahaina sunset, you’ll create memories that will last a lifetime. Reserve your spot on our unforgettable sunset sail in Maui and discover the beauty of Maui snorkeling and sailing with Sail Maui today.

Other Activity Options by Sail MauiParagon Sailing – Lanai SnorkelingParagon Sailing – Molokini Snorkeling, 

Booking

Sail Maui

  • Best Price Guarantee
  • E-Ticket Delivery
  • Free Cancellation
per Adult $85.95

Ages 13 and Up

Ages 3-12

Ages 0-2

Total $0.00

Meet in Maalaea Harbor Slip 72
GPS: 101 Maalaea Boat Harbor Road Wailuku Hi. 96793

Days Available: 
Monday, Wednesday, Friday
Closed Thanksgiving, Christmas Day, New Year’s Day

Times: Seasonal From 12/15 to 03/31
Times vary. Departs 2 hours before sunset. The return is just after sunset.

Check in 15 minutes prior to event time.

Total Duration:  2 hours

Maui Tickets For Less Cancelation Policy:
A 72 hours notice is required for a refund. Only exception is a note from a local doctor.
No-shows” will be charged full.

The parking lot located at the Maui Harbor Shops/Maui Ocean Center Aquarium is no longer free. As of November 1st, they are charging $1 per hour (see below). Please update your voucher information and alert your concierges/agents about this change so that your guests are not surprised when they arrive.

Starting Monday, November 1, the main parking lot (in front of Maui Ocean Center and the Harbor Shops) will be a paid lot between the hours of 5:00am – 6:00pm. The parking fee is $1.00/hour and the first 15 minutes are free. They’ll use an app-based system and reinforce by towing.

Need Help ?

(808) 856-3500

Sail Maui
4.7
Based on 107 reviews
Sail Maui - Lahaina
5.0
Based on 544 reviews
We had the best crew which made for the best experience. So much fun to get out on the water. The food and beverage selection was great and the snorkeling...
Lisa G.
Lisa G.
We had a great snorkeling trip to Lanai's marine reserve. The crew were top notch and the food and cocktails were wonderful. I highly recommend this...
David K.
David K.
Very disappointed in the "no full face mask " rule!! Their explanation of full mask leak issues didn't hold water. I had way more mask leakage with their...
Steve M.
Steve M.
Would highly recommend...very comfortable. They do not overcrowd the boat. Loved the sail. Crew was fantastic.
Sharon A.
Sharon A.
Amazing expierence. The crew was awesome, and extremely helpful. Unfortunately we were not able to snorkel at our planned destination (5/4 10:45 sail). Went...
Chrissy P.
Chrissy P.
Hands Down the Best! Safe! Fun Fun Fun! Mr. Kallenbach made our trip! He pointed out the turtles on our snorkel tour to cliff house and as an added bonus...
Justin S.
Justin S.
We were in Maui for a week and we did many tours. Sail Maui was one our favorites. It was so relaxing be out on the ocean. The captain and crew were...
Debby C.
Debby C.
Amazing Champagne Sunset cruise with Sail Maui!The staff was super friendly and attentive.The drinks were all amazing as well. This was our second time...
Sandra K.
Sandra K.
Great staff and family-friendly adventure before leaving Maui. Whales, views, and music made it just perfect!
Wendy G.
Wendy G.
Absolutely incredible experience with Capitan Nikolaus and his crew Joe, Andy, and Jamie (hopefully I remembered those correctly). Captain Nikolaus was a...
Sierra S.
Sierra S.
Had the most amazing experiences with the sunset cruise. The crew Captian Chase, Noah and Silvia were friendly, knowledgable and could not do enough...
Maggie S.
Maggie S.
Pretty good. The food and drinks were good too. Went in March and sighted whales quite a few times.
Rahul S.
Rahul S.
My wife and I have been to Maui 5 times now and every time we plan a sail/ snorkel trip. This trip was the best so far. Captain Greg and his crew were...
Thomas W.
Thomas W.
Highly recommend Sail Maui for your sailing or snorkeling adventure. The crew is knowledgeable and entertaining. Noah in particular was a stand out staff...
Marissa M.
Marissa M.
Amazing! The crew was wonderful and the experience is one you will want to experience in this lifetime, more than once. We went on the Lanai coast snorkel...
Kae E.
Kae E.
Great crew,, great food,wonderful experience!
Jaime M.
Jaime M.
We recently did breakfast sail with the whales, and it was such a terrific experience, from the very nice and clean catamaran boat, impeccable service and...
Doctor F.
Doctor F.
I think the experience was the highlight of our trip to Maui. What started out as a skeptical sunset tour on a rainy/windy day turned into the beautiful...
Meghna R.
Meghna R.
Took my wife on this sail for her 30th birthday. All the other whale watching was pretty pricey but this was a decent price with food, drinks and great crew...
Myk J.
Myk J.
Went on a sunset cruise with my wife on the bigger of the catamarans about three weeks ago. The weather was not great - lots of rain all day - and I wasn't...
Vince M.
Vince M.
Best whale watching trip I've ever done! So much activity up close with the whales the boat and crew were awesome, and the food and beverages were on point...
MPEEZY F.
MPEEZY F.
2nd time I've been on the Breakfast With Whales. And got some awesome footage of breaches, Bar and Breakfast is nice. They have Breakfast sandwiches with...
Blade W.
Blade W.
My wife and I were not sure which snorkeling trip to take, so we just chose at random. We got super lucky picking this trip. The yacht was beautiful, and...
William B.
William B.
I found Sail Maui on a blog Big Island Love. I am so glad I did as they are amazing!!!There are a lot of tour companies offering tours but I highly...
Karin P.
Karin P.
Awesome! Well worth it! We did the sunset crew with Captain Chase! Open bar & appetizers. It was so relaxing, peaceful, romantic, & fun. The mai tais were...
Jamie E.
Jamie E.
Great crew. Friendly. Nice drinks. Nice boat. Problem: snorkel spot options. Not much to be seen off Lanai. Coral lacking as well as fish. Nice ride over...
Christine W.
Christine W.
What a fantastic time. Everyone on the boat came together to form one big family. Shout out to the crew for making this excursion THE highlight of our trip....
Shalom H.
Shalom H.
Amazing sailing trip! Captain Nicholas and his crew were the best. They took such great care of the guests. Also super accommodating for alter-abled...
Natalie B.
Natalie B.
Love the snorkel Sunday 2 spots Great and accommodating crew What a wonderful way to explore the ocean
Benae B.
Benae B.
Awesome snorkeling trip to Lenai!Crew Jason and Jillian were great!Highly recommend
Sally K.
Sally K.
Snorkeling in Hawaii was the thing I was most looking forward to on my trip. The crew of the PARAGON II was wonderful and this trip will be forever...
Tracie M.
Tracie M.
Great experience, small intimate group. The three crew members were awesome- so capable and outstanding in their sailing skills and customer...
Kenneth W.
Kenneth W.
We took the sunset cruise last night with Jake, Ronnie and Kevin. Let me just say-- PERFECT way to spend our last night in Maui--and quite possibly my...
Sharon A.
Sharon A.
We were greeted by Justin and Jake with a very warm welcome. They explained the itinerary for the day and made sure all passengers were taken care of with...
Matt D.
Matt D.
Highly recommend the sunset cruise. Awesome views and great staff. Thoroughly enjoyed the entire trip.
Ryan M.
Ryan M.
We had an awesome time. Captain Nick/Nicholas (I think) and crew were just amazing. We weren't able to snorkel off Lanai due to winds and swells but he took...
Aay K.
Aay K.
It was a fun experience with my entire family. The staff are friendly and super helpful.
Cristina K.
Cristina K.
Great catamaran snorkel trip. The boat is clean, uncrowded and the crew is friendly. They serve a light breakfast of banana bread and fruit, then a sandwich...
Jolina E.
Jolina E.
Great experience and awesome crew. Went with a large group of friends and family. Highly recommend even if you have never been out on a boat before. Patrick...
Enrique M.
Enrique M.
Crew was great! Justin Lilly and Cassie went above and beyond to accommodate us.Thanks,Rivas'
Chris R.
Chris R.
Did the two hour sunset tour. I forget the names of the people running the cruise but they were great. We got to see some whales, enjoyed the relaxing trip.
Jaye O.
Jaye O.
Justin and the crew did a great job and had great energy. Would recommend to anyone wanting a comfortable, relaxing sunset cruise!
Joey G.
Joey G.
Captain Arica was amazing!! Entire crew was prepared, professional, very friendly, thoughtful and kind. We enjoyed the day on a beautiful yacht, with plenty...
Nanci B.
Nanci B.
Our snorkel trip with Sail Maui on Paragon was phenomenal!!! It was a last minute decision and we're so glad we were able to book with them. The location...
Danielle M.
Danielle M.
An amazing snorkel experience. This is one of the best choices for snorkeling in Maui. It was a small group setting with a delicious breakfast, personal...
Hope H.
Hope H.
I highly recommend Sail Maui! My boyfriend and I had a great time on their sunset cruise. The staff was extremely personable and engaging. There was a good...
Brittany M.
Brittany M.
Highly recommend Sail Maui! The size of the Catamaran was perfect for creating a more intimate, personal experience overall versus the larger boasts we saw...
B B.
B B.
Excellent sunset cruise. Crew was very attentive to our every need. Wide selection of beverages, plus wonderful banana bread. Later, a chauterrie box was...
Connie L.
Connie L.
Loved where the boat took us. Great snorkeling. Lots of fish, gorgeous boat super clean . The staff was amazing , so service oriented , the communication...
Diana M.
Diana M.
Sailed on 10/10/2021 and it was AMAZING. The captain and crew made this an absolutely incredible experience aboard a beautiful ship on a perfect Maui day....
Alison S.
Alison S.
We had the best experience today!! Captain Patrick and crew, Dan, Hailey and Meilani were amazing. This crew went above and beyond. The captain explained...
Kaleena B.
Kaleena B.
9 of went on the snorkeling trip and had a blast! We saw fish and swam with turtles! Patrick, Dan, Jenna, and Britt---you're all rockstars!!! Mahalo for...
Nora S.
Nora S.
My husband, 13 y.o. son and I went on the Lana'i coastal snorkel cruise on 7/27/2021 with Capt. Patrick, and crew members Kirsten, Brittany, and Murph. This...
Lisa T.
Lisa T.
My husband and I had the best time! The crew definitely goes above and beyond, especially Dan and Ali. The customer service is truly top notch. I would...
Natalie C.
Natalie C.
We just spend our honeymoon in Maui. We wanted to go on some excursions. We decided on snorkeling and a sunset cruise. Sail Maui exceeded our expectations....
Cynthia R.
Cynthia R.
This was a great trip! Captain Patrick was awesome! Jeff, Nick, and Amanda were great! They gave us history on the journey, and doubled as servers and...
Jennifer F.
Jennifer F.
Had an incredible trip with Patrick, Jeff, Kirsten, and Ben. They were all very accommodating and genuinely cared that everyone had a great experience. The...
Mark M.
Mark M.
The snorkel trip was the highlight of our vacation. No hassles, and they did an awesome job making sure my daughters were comfortable and had a great time.
Brendan O.
Brendan O.
This trip with Sail Maui was 100% worth the money! The crew was amazing! There are quite a few companies to go through, but they are so laid back and down...
Krista B.
Krista B.
Our group had a great time!! They were very attentive, kept the drinks coming, and all around had a great vibe. We had a basic lunch of sandwiches, chips,...
Negean V.
Negean V.
Crew was terrific! Helpful, cheerful, and crafted a fine Mai Tai. They said from the beginning their focus was on the clients having a good time. Mission...
Chris J.
Chris J.
The crew we had for our trip on March 24th were amazing. The food was good, lots of available kid friendly and adult beverages. On our way to go snore we...
Teresa S.
Teresa S.
What a great sunset cruise. The crew was awesome. Nice boat and the sail was perfect. Can't wait to go out with Sail Maui again.
Alan M.
Alan M.
We had the most amazing morning on the paragon 2. The crew is super friendly and accommodating. It was my birthday and they celebrated with a little...
Davis M.
Davis M.
Went on a snorkel adventure with Capt. Chad that was booked through The Snorkel Store.Went on an evening runabout with Capt. Pat also booked through The...
Kellyns Dynamic Duo Handyman Svs J.
Kellyns Dynamic Duo Handyman Svs J.
Sail Maui was an amazing experience for both my husband and I. We are from Oklahoma and came down to Maui for our honeymoon on our 1st anniversary due to...
Beverly R.
Beverly R.
Went on the sunset cruise with Capt Pat, Britney & Jeff. Great time. Saw sooo many whales. Good food and lots of drinks. Comfortable and spacious boat....
Carl P.
Carl P.
We had such a fun time whale watching and snorkeling with Sail Maui, the crew is so amazing and welcoming! The captain and the crew were so knowledgeable...
Patricia N.
Patricia N.
Absolutely incredible experience! The crew was awesome and they know how to fish! Will definitely be back!Ryan
Pizza S.
Pizza S.
What is good to really like? A much smaller boat which in this Covid days is a good thing!Christmas Day catamaran snorkeling to Lanai became a snorkel...
Charles C.
Charles C.
Fantastic crew, great catamaran! Whales whales whales We had a fantastic time sailing. The boat wasnt crowded the crew were attentive, friendly and...
Jim L.
Jim L.
This sail excursion was absolutely fabulous! Despite the pandemic, we had a great time. The captain & crew were knowledgeable and friendly. The catamaran...
Tisa S.
Tisa S.
We had an EXCELLENT day on board with Saul Maui! The crew of Dan & Justin were fantastic, making sure to keep offering us drinks, food, and anything else we...
Craig N.
Craig N.
What an amazing staff. Captain Stephen and Captain Lacey were wonderful. We went on the West Maui Snorkel (Paragon) bThey took us to a couple of great...
Renee S.
Renee S.
Captain Patrick, Britt, and Dan did an amazing job. They went out out of their way to make sure everyone was good. We traveled extra to avoid the rain, had...
Jeff A.
Jeff A.
My wife and I came to Maui for our second anniversary. We booked two trips with Sail Maui - the day snorkel and the evening sunset cruise.On the snorkel...
Chip C.
Chip C.
What a great trip, the team was amazing. Capt Patrick, Dan and Jeff treated us to a wonderful trip filled with snorkeling, sailing and adventure. I strongly...
Crysten S.
Crysten S.
This business is first class. I highly recommend Sail Maui for a great adventure snorkeling. Our Captain Patrick and his staff went out of their way to make...
Jennifer P.
Jennifer P.
We wanted to thank the great crew that took care of us on 11/9/20. Capt. Patrick, Jeff, and Brig, you guys are so fun as well as informative. Love the...
Bill H.
Bill H.
This was one of my favorite experiences in Lahaina, Hawaii. Both my husband and I did the performance sail and snorkel in West Maui and it completely...
Karen H.
Karen H.
Patrick, Dan & Jeff were the friendliest, coolest people. Thanks to them we got to boat alongside an entire pod of dolphins, swim with a huge school of fish...
Alice R.
Alice R.
Was lucky enough to have an absolutely incredible sunset cruise with Dan, Jake and Captain Patrick this evening. They were the kindest, most conscientious...
Amanda F.
Amanda F.
Sail Maui - Lahaina was a great time. We felt safe the entire time and we were treated with the spirit of aloha by Captain Patrick, Johnny, and everyone...
Oshea C.
Oshea C.
Outstanding experience. Capt. Patrick and crew (Jake & Britt) were great. This is the best snorkel cruise option in Maui. Other boats were PACKED to the...
Alex S.
Alex S.
Highly recommend! Great experience! Snorkeling near Lanai was wonderful, we saw a lot of dolphins, whales on our way to Lanai. The crew was great and...
Aleksandar D.
Aleksandar D.
I will only ever sail with sail Maui. The best sails j have ever been on. Been 4 times now and can’t wait for my next trip. Great for kids, couples, solo travellers and friends! Food is great (although gluten free + vegan/ veg options would be a great improvement) All the staff are so kind and knowledgeable, everyone treats you like family and it makes the trip that much better. The snorkel spots never disappoint and we’ve seen dolphins, whales, mantas, and turtles on every sail! Worth every penny 🤍
Layne J.
Layne J.
I can't say enough positive things about our snorkel trip to Lanai today with the crew of Sail Maui. Captain Patrick, Jake, Brit and Maggie we're hands down the best crew I've experienced. And I've probably been on no less than 15 snorkeling or whale watching trips. Not only was their service great, they were very personable and extremely knowledgeable about the whole island and humpback whales. We come to Maui often and will absolutely seek out Captain Patrick and this crew. 5/5 stars- extra for their responsibility and respect for the environment and the whales.
Damaris J.
Damaris J.
I can't say enough positive things about our snorkel trip to Lanai today with the crew from Sail Maui. We took the all day trip to Lana'i on Feb 4th....
Damaris J.
Damaris J.
Great sailing with Sail Maui, a great crew with Patrick, Murph, Britney, and Maggie. Took good care of us as my wife dealt with motion sickness while snorkeling. Spent time explaining the wildlife and the ocean we were sailing in.
Jay F.
Jay F.
My Ohana (family) and I went on their Lanai Coast Snorkel Tour yesterday and it was AMAZING! Captain Brad, Brittany, and Justin are so cool and friendly! They made us feel welcomed and comfortable! On our way to Lanai we had an EPIC WHALE WATCH! The whales were so close that we saw the barnacles on them and could smell their breath! It wasn't so fresh, but it was the coolest thing to experience! We went to 2 different snorkel spots by Lanai and WOW it was so beautiful! The water was so clear and there was lots of fishes and I even saw an eel! Also, the staff told us to listen for the whales underwater and yup you could hear them loud and clear! My little cousin also came with us and he can't swim very well, but the staff helped him get settled with floatation devices and a noodle. He had so much fun just floating around and practicing how to use the snorkel gear! This tour and their staff is phenomenal and I highly recommend them you will not be disappointed!
Misti L.
Misti L.
This was truly a first class experience. I would recommend this tour to everyone. It is well worth the price. The boat is brand new. The staff (Captain Patrick, Noni and Jake) were on point with helping everyone, serving drinks, safety and making everyone comfortable. We saw whales, dolphins, turtles, and beautiful coral reef. The tour lasted all day. We had time to hike to Sweetheart Rock on Lanai an play at the beach. The picnic lunch was a well planned sandwich with ingredients individually wrapped so nothing got soggy. We took it on our hike and ate at the lookout. We sailed on the way home and saw more whales. This trip would still be wonderful if it wasn't whale season. Thank you for a wonderful tour!
Kristen M.
Kristen M.
We loved the Sunset Sail in December!Our captain was Bailey along with Lindsay and Lacey. They were awesome. The weather wasn't great but they did their...
Mariah S.
Mariah S.
I cannot say enough positive things about Sail Maui! Our family of 7 booked the sunset sail with them. Even though no one else ended up booking the tour, they did not cancel our trip. Consequently, we had a beautiful 50 person catamaran all to ourselves! The crew was amazing (Patrick, Brittany) with great service so we had a lovely sail. They pointed out whales to us and tried to get us closer for a better view! Highly recommend this company and we would say this was one of the highlights of our trip!
Deepa Subbi J.
Deepa Subbi J.
Great service. The crew was friendly from the moment we arrived and even before we checked in. Everyone was in a good mood, extremely positive and extremely...
Gary P.
Gary P.
Have been on several sunset sail excursions and this was by far the absolute best. I was initially reluctant to select this one due to no full meal was served but appetizers were delicious and satisfying for my husband and myself. Open bar was a huge plus and mixed drinks were the best I had on the island. Huge thanks to Patrick, Captain Bailey, and Kayla they were professional, attentive, and extremely personable!!
alexandria J.
alexandria J.
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Questions? Call Maui Tickets for Less (Toll Free) 855-268-0387